Agricultural compositions employing organosiloxanes containing polyhydric groups
View Patent ↗The present invention teaches polyhydric organosilicones and their use, a preferred of which is as adjuvants for pesticides. The polyhydric organosilicone have siloxane backbones with pendant, terminal or intermediate polyhydric groups. The polyhydric groups or the silioxane may be functionalized further with amine, alkyl and/or alkyleneoxide groups.
1. A composition consisting essentially of:
a) at least one polyhydric organosiloxane having the average formula:
(SiO 4/2 ) d (MeSiO 3/2 ) e (O 1/2 MeSi;(Q)O 1/2 ) f (O 1/2 MeSi 2 Q) g (I)
wherein
f is 0 to 50, d=0 to 2, e=0 to 3, g is, if the siloxane is not cyclic, 2+e+2d, or zero if the siloxane is cyclic, with the proviso that f, d, e, and g are not all 0;
the Q groups are independently R 1 or
—B(O) j (C a H 2a ) b R(L) t V (II)
wherein B is a divalent bridging group of C 1 to C 6 , j=0 or 1, each a is 2 to 4, each b is 0 to 15, R is a divalent organic group containing 2 to 8 carbons which may be optionally OH substituted, L is NR 2 , R 2 is hydrogen, an amino alkyl of one to four carbons, an alkyl of 2 to 4 carbon atoms which may have hydroxy substitutions thereon, or R 1 , t=0 or 1, and V is a polyhydric radical containing a number, n, of groups (C—OH), where n is ≧2;
R 1 is either a polyether of the general structure B(O) j (C a H 2a O) b R 3 or an alkyl radical containing 1 to 18 carbons,
R 3 is hydrogen, a hydrocarbon group of 1 to 4 carbons or N(R 2 ) 2 ;
at least one Q is not R 1 ; and
when n is 2 at least one R 1 group is present in said polyether general structure;
b) a pesticide selected from the group consisting of a growth regulator, a photosynthesis inhibitor, a pigment inhibitor, a mitotic disrupter, a lipid biosynthesis inhibitor, a cell wall inhibitor, a cell membrane disrupter, a phenoxy acetic acid, a phenoxy propionic acid, a phenoxy butyric acid, a benzoic acid, a triazine, a substituted urea, bentazon, desmedipham, methazole, phenmedipham, pyridate, amitrole, clomazone, fluridone, norflurazone, dinitroaniline, isopropalin, oryzalin, pendimethalin, prodiamine, trifluralin, glyphosate, sulfornylurea, imidazolinone, clethodim, diclofop-methyl, fenoxaprop-etthyl, fenoxaprop-ethyl, fluazifop-p-butyl, haloxyfop-methyl, quizalofop, sethoxydim, dichiobenil, isoxaben, a bipyridylium and an uracil;
c) optionally a trisiloxane alkoxylate of the formula:
R 4 Me 2 SiO(MeSi(G)O) x SiMe 2 R 4
Wherein x=0 to 2, G=C m H 2m O(C 2 H 4 O)(C 3 H 6 O) w R 5 , m=2 m=to 4, y=3 to 20, w=0 to 8, R 5 is hydrogen, acetyl or a hydrocarbon radical having between 1 and 4 carbon atoms, and R 4 is G, or an alkyl of one to four carbon atoms; and
d) and optionally an organic nonionic, anionic, or cationic surfactant.
2. A composition as in claim 1 wherein the polyhydric organosiloxane a) has at least one polyether group thereon.
3. A composition as in claim 1 wherein the polyhydric organosiloxane a) has at least one amino group thereon.
4. A composition as in claim 1 wherein the polyhydric organosiloxane is an organosiloxane comprising a group formed from a mono-, di-, oligo- or polysaccharide, or a glycoside thereof.
5. A composition as in claim 1 wherein f is 1-5, d is 0, e is 0, and g is 2.
6. A composition as in claim 1 wherein at least one Q is R 1 and at least one R 1 is —(C a H 2a O) b R 3 .
7. A composition as in claim 1 wherein, in formula (II), B is propylene, j=1, a=2, B=0 to 4, R is —CH 2 CH(OH)CH 2 — and t is 0.
8. A composition as in claim 1 wherein the group of formula (II) is
—C 3 H 6 OCH 2 CH(OH)CH 2 N(CH 3 )CH 2 (CH(OH)) 4 CH 2 OH;
—C 3 H 6 O(C 2 H 4 O) 4 CH 2 CH(OH)CH 2 N(CH 3 )CH 2 (CH(OH)) 4 CH 2 OH; or
—C 3 H 6 O(C 2 H 4 O) 4 (C 3 H 6 O) 2 CH 2 CH(OH)CH 2 N(CH 3 )CH 2 CH(OH) 4 CH 2 OH.
9. A composition as in claim 1 wherein the group V is derived from glucose, maltose, raffinose, sorbitol, glucosamine, glycopyranosylamine, glucamine, N-methylglucamine, isomaltamine, gluconic acid, heptagluconic acid, timethylolpropane, pentaerythritol, tri-isopropanolamine or 2-butyne-1, 4-diol.
10. A composition as in claim 1 wherein the pesticide is an acid functional pesticide.
11. A composition as in claim 1 wherein the trisiloxane alkoxylate of the formula:
R 4 Me 2 SiO(MeSi(G)O) x SiMe 2 R 4
wherein x=0 to 2, G=C m H 2m O(C 2 H 4 O) y (C 3 H 6 O) w R 5 , m=2 to 4, y=3 to 20, w=0 to 8, R 5 hydrogen, acetyl or a hydrocarbon radical having between 1 and 4 carbon atoms, and R 4 is G, or an alkyl of one to four carbon atoms is present.
12. A composition as in claim 11 wherein the weight basis ratio of the trisioxane alkoxylate c) to the polyhydric organosiloxane a) is between 5:95 and 95:5.
13. A composition as in claim 1 wherein the organic nonionic, anionic or cationic surfactant is present.
14. A composition as in claim 1 wherein water.
15. A composition as in claim 14 wherein the polyhydric organosiloxane a) is present at a concentration of from 0.001% to 5.0%.
16. A composition as in claim 1 wherein the weight basis ratio of the polyhydric organosiloxane a) to the pesticide b) is from 1:99 to 99:1.
17. A composition as in claim 1 , wherein the pesticide is selected from the group consisting of a growth regulator, a photosynthesis inhibitor, a pigment inhibitor, a mitotic disrupter, a lipid biosynthesis inhibitor, a cell wall inhibitor, and a cell membrane disrupter.
18. A composition as in claim 1 , wherein the pesticide is selected from the group consisting of a phenoxy acetic acid, a phenoxy propionic acid, a phenoxy butyric acid, a benzoic acid, a triazine, a substituted urea, bentazon, desmedipham, methazole, phenmedipham, pyridate, amitrole, clomazone, fluridone, norflurazone, dinitroaniline, isopropalin, oryzalin, pendimethalin, prodiamine, trifluralin, glyphosate, sulfornylurea, imidazolinone, clethodim, diclofop-methyl, fenoxaprop-etthyl, fenoxaprop-ethyl, fluazifop-p-butyl, haloxyfop-methylquizalofop, sethoxydim, dichlobenil, isoxaben, a bipyridylium and an uracil.
19. A composition as in claim 1 wherein n is from 2 to 30.
20. A composition as in claim 1 wherein n is 5 to 15.
21. A process for treating plants comprising applying to plants a composition as in claim 1 .
22. A composition as in claim 1 wherein in formula (I), f=1, d=0, e=0, g=2, the terminal Q groups are methyl and the pendant Q group is a group of formula (II).
23. A composition as in claim 1 wherein a is 2 to 3, b is 0 to 8 and t is 0.